2-[(4-Methoxyphenyl)amino]benzoyl chloride

Base Information

• Chemical Name: 2-[(4-Methoxyphenyl)amino]benzoyl chloride
• CAS No.: 57659-40-2
• Molecular Formula: C14H12ClNO2
• Molecular Weight: 261.708
• DSSTox Substance ID: DTXSID801268716
• Mol file: 57659-40-2.mol

Synonyms:2-[(4-Methoxyphenyl)amino]benzoyl chloride;DTXSID801268716;57659-40-2

Chemical Property of 2-[(4-Methoxyphenyl)amino]benzoyl chloride

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 261.0556563
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC2=CC=CC=C2C(=O)Cl

Technology Process of 2-[(4-Methoxyphenyl)amino]benzoyl chloride

There total 2 articles about 2-[(4-Methoxyphenyl)amino]benzoyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-(p-methoxyphenyl)anthranilic acid (13501-67-2) → N-(4-methoxy-phenyl)-anthraniloyl chloride (57659-40-2)

Guidance literature:

With phosphorus pentachloride; Petroleum ether;

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → N-(4-methoxy-phenyl)-anthraniloyl chloride (57659-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; potassium carbonate; L-proline / i-Amyl alcohol / 1 h / 140 °C / Microwave irradiation

2: trichlorophosphate / 2 h / Inert atmosphere; Reflux

With copper(l) iodide; potassium carbonate; L-proline; trichlorophosphate; In i-Amyl alcohol;

DOI:10.1016/j.ejmech.2012.04.002

Reference yield: 65.0%

N-(4-methoxy-phenyl)-anthraniloyl chloride (57659-40-2) + benzoic acid hydrazide (613-94-5) → Benzoic acid N'-[2-(4-methoxy-phenylamino)-benzoyl]-hydrazide (106688-90-8)

Guidance literature:

In benzene; for 1h;

upstream raw materials:

N-(p-methoxyphenyl)anthranilic acid

anthranilic acid

Downstream raw materials:

2-methoxy-9(10H)-acridinone

Benzoic acid N'-[2-(4-methoxy-phenylamino)-benzoyl]-hydrazide

2-(4-Methoxy-phenylamino)-benzoic acid N'-acetyl-hydrazide

N-(p-methoxyphenyl)anthranilic acid